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543292

Sigma-Aldrich

IR-783

Dye content 90 %

Sinônimo(s):

2-[2-[2-Chloro-3-[2-[1,3-dihydro-3,3-dimethyl-1-(4-sulfobutyl)-2H-indol-2-ylidene]-ethylidene]-1-cyclohexen-1-yl]-ethenyl]-3,3-dimethyl-1-(4-sulfobutyl)-3H-indolium hydroxide, inner salt sodium salt

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About This Item

Fórmula empírica (Notação de Hill):
C38H46ClN2NaO6S2
Número CAS:
115970-66-6
Peso molecular:
749.35
Número MDL:
MFCD03427057
Código UNSPSC:
12352103
ID de substância PubChem:
57651464
NACRES:
NA.23

Formulário

solid

composição

Dye content, 90%

pf

209-212 °C (lit.)

λmax

782 nm

cadeia de caracteres SMILES

[Na+].CC1(C)\C(=C\C=C2/CCCC(\C=C\C3=[N+](CCCCS([O-])(=O)=O)c4ccccc4C3(C)C)=C2Cl)N(CCCCS([O-])(=O)=O)c5ccccc15

InChI

1S/C38H47ClN2O6S2.Na/c1-37(2)30-16-5-7-18-32(30)40(24-9-11-26-48(42,43)44)34(37)22-20-28-14-13-15-29(36(28)39)21-23-35-38(3,4)31-17-6-8-19-33(31)41(35)25-10-12-27-49(45,46)47;/h5-8,16-23H,9-15,24-27H2,1-4H3,(H-,42,43,44,45,46,47);/q;+1/p-1

chave InChI

QQIQAVJARACLHE-UHFFFAOYSA-M

Descrição geral

IR-783 is a near-infrared (NIR) dye with an extinction coefficient of 157000 M−1cm−1 and quantum yield of 0.11. Its excitation wavelength is in the range of 768-784 nm in saline.

Aplicação

IR-783 can be used as a starting material in the synthesis of IR-808 dye for biological applications. It can also be used in the formation of NIR fluorescent human serum albumin nanoparticles for the detection of a tumor. It finds potential usage as a contrasting agent for the multimodal in vivo imaging.

Características e benefícios

Water soluble, laser and near-IR dye

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
BCCG5096
BCCC7607
BCBZ9950
BCBW5679
BCBT3098

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Pantong Li et al.
International journal of oncology, 55(2), 415-424 (2019-06-08)
IR‑783, a near‑infrared heptamethine cyanine dye, has been reported to possess cancer targeting and anticancer effects; Ηowever, the molecular mechanism by which IR‑783 exhibits anti‑breast cancer activity is unclear. In the present study, the inhibitory effects of IR‑783 on the
Guanjun Deng et al.
Theranostics, 8(15), 4116-4128 (2018-08-22)
Near-infrared (NIR) fluorescence imaging has relied on fluorophores that emit in the 700-900 nm NIR-Ia or 1,000-1,700 nm NIR-II window for generating deep-tissue images. Up until now, there have been few fluorophores developed for the 900-1,000 nm NIR-Ib window. This
2-[2-[2-Chloro-3-[2-[1, 3-dihydro-3, 3-dimethyl-1-(4-sulfobutyl)-2H-indol-2-ylidene]-ethylidene]-1-cyclohexen-1-yl]-ethenyl]-3, 3-dimethyl-1-(4-sulfobutyl)-3H-indolium
Molecular Imaging and Contrast Agent Database (MICAD) (2010)
Markedly enhanced up-conversion luminescence by combining IR-808 dye sensitization and core-shell-shell structures
Xu J, et al.
Dalton Transactions, 46(5), 1495-1501 (2017)
Lily Yang et al.
Theranostics, 4(1), 106-118 (2014-01-08)
Complete removal of tumors by surgery is the most important prognostic factor for cancer patients with the early stage cancers. The ability to identify invasive tumor edges of the primary tumor, locally invaded small tumor lesions, and drug resistant residual
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